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Check availability on Islamorada Luxury Hotels

Our top choices for Islamorada luxury hotels

On the beach, sun-loungers, beach umbrellas, beach towels

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveller
The price is ฿28,033
฿33,256 total
includes taxes & fees
26 Feb - 27 Feb
The Islands of Islamorada
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
8.8 out of 10, Excellent, (1,000 reviews)
"We had a wonderful six night stay at Playa Largo Resort. Exceptional staff and resort amenities. Beautiful beach and Key Largo property. Definitely coming back!"
United States
Debra
The price is ฿16,942
฿20,783 total
includes taxes & fees
26 Feb - 27 Feb
Playa Largo Resort & Spa, Autograph Collection
Property grounds

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,000 reviews)
"Great hotel "
United States
David Zion
The price is ฿16,463
฿20,244 total
includes taxes & fees
24 Feb - 25 Feb
Baker's Cay Resort Key Largo, Curio Collection by Hilton
In-room safe, individually decorated, individually furnished

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (146 reviews)
"Spotless room, friendly staff, excellent food"
United States
Denise
The price is ฿15,118
฿19,083 total
includes taxes & fees
8 Mar - 9 Mar
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,304 reviews)
"Great staff and beautiful property "
United States
Julie
The price is ฿11,847
฿15,614 total
includes taxes & fees
12 Feb - 13 Feb
Cheeca Lodge & Spa
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,012 reviews)
"Rooms are clean, staff is friendly and the place is beautifull"
United States
James
The price is ฿10,947
฿14,425 total
includes taxes & fees
2 Mar - 3 Mar
Islander Resort
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,270 reviews)
"Beautiful place!"
United States
Keith
The price is ฿11,583
฿15,317 total
includes taxes & fees
25 Feb - 26 Feb
Amara Cay Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,001 reviews)
"excellent location very nice simple breakfast close to liz’s of activities great poool "
United States
Kurt
The price is ฿11,976
฿15,754 total
includes taxes & fees
19 Feb - 20 Feb
La Siesta Resort & Villas
5 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hawks Cay Resort

Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (1,011 reviews)
"Great atmosphe"
United States
Jorge
The price is ฿12,130
฿15,825 total
includes taxes & fees
12 Feb - 13 Feb
Hawks Cay Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Great room facing ocean..sweet sitting area out front"
David 4-night trip
Posted 22 hours ago
Islander Resort

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
Known for its ocean views and sunsets, Islamorada also has some interesting things to see and do including Everglades National Park, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Islamorada?
Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What's there to see and do in Islamorada?
Experience all that Islamorada has to offer when you visit Everglades National Park, Florida Keys Brewing Co. and Bud n' Mary's Dive Center. If you have a bit of extra time while you're in the area, you might want to check out Anne's Beach and Fiesta Key.